(±)-Sativamides A and B, Two Pairs of Racemic Nor-Lignanamide Enantiomers from the Fruits of Cannabis sativa.
Guo-Yuan ZhuJi YangXiao-Jun YaoXing YangJing FuXin LiuLi-Ping BaiLiang LiuZhi-Hong JiangPublished in: The Journal of organic chemistry (2018)
(±)-Sativamides A (1) and B (2), two pairs of nor-lignanamide enantiomers featuring a unique benzo-angular triquinane skeleton, were isolated from the fruits of Cannabis sativa (hemp seed). Their structures were elucidated by detailed spectroscopic analysis and ECD calculations. The resolution of (+)- and (-)-sativamides A and B were achieved by chiral HPLC. Pretreatment of neuroblastoma cells with 1 and 2 significantly reduced the endoplasmic reticulum (ER) stress-induced cytotoxicity.
Keyphrases
- endoplasmic reticulum
- stress induced
- capillary electrophoresis
- induced apoptosis
- ms ms
- mass spectrometry
- cell cycle arrest
- molecular dynamics
- simultaneous determination
- molecular dynamics simulations
- high resolution
- ionic liquid
- single molecule
- signaling pathway
- high performance liquid chromatography
- oxidative stress
- tandem mass spectrometry
- solid phase extraction
- breast cancer cells